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Historic Towns & Picturesque Villages

Pictures of Helmsley

About Helmsley

Helmsley is a charming market town cradled in the hollows of the moors. It is the start of the Cleveland Way Walk, the second longest waymarked footpath in the country, ending at Filey.

Here the ruins of 12th century Helmsley Castle built by Robert de Roos presents a stirring sight as it sits perched on a slightly rocky mound surrounded by a deep, now dry moat. It does not take much imagination to see how beautiful this fortification must have been when fresh and new surrounded by two moats in its magnificent countryside setting.

The town itself is very pretty with lots of interesting stone buildings set around a market square where visitors can find attractive craft and gift shops, as well as cafe's and no less than four former coaching inns. One of its streets presents a fine rural picture with a stream coursing down over its cobbles.

The pinnacles of the tower of the parish church of All Saints dominates the town, inside visitors can see a series of murals by a Victorian vicar, these tell the story of the church and the parish. There is also a magnificent half-timbered rectory.

A little way from the town lies Duncombe Park, a fine mansion house of 1713 in the Baroque style. This was the seat of the Duncombe family who owned it for over three hundred years. The house and grounds were purchased in 1985 by Lord Feversham who restored the house and opened it to the public. Visitors can enjoy terraces, temples and riverside walks.

Helmsely is a warmly welcoming place, best known for its superb setting on the Yorkshire moors, it is famous as a centre for walkers, but is a town to be enjoyed by everyone, walker or not.

Recommended towns & villages near Helmsley

Take a seat

Rosedale Abbey (20 Pictures) in the county of North Yorkshire

(10.3 miles, 16.6 km, direction NE of Helmsley)

This is a lovely village hidden in a lush green valley landscape of sweeping hillsides, meadows and breathtaking scenery...


Pickering (140 Pictures) a Historic Market Town in the county of North Yorkshire

(11.5 miles, 18.5 km, direction E of Helmsley)

The enduring popularity of the East Coast of North Yorkshire owes much to the excellent long sandy beaches, while the lure of the wild moorland and its communities never fades...

Cod Beck Reservoir near Osmotherley. North York Moors.

Osmotherley (6 Pictures) a Picturesque Village in the county of North Yorkshire

(12.9 miles, 20.8 km, direction NW of Helmsley)

Osmotherley is a beautiful unspoilt village on the edge of the North Yorkshire Moors, it lies surrounded by moors and pastureland between the Cleveland and Hambleton Hills...

Thornton-le-Dale, North Yorkshire

Thornton-le-Dale (48 Pictures) a Picturesque Village in the county of North Yorkshire

(13.6 miles, 21.9 km, direction E of Helmsley)

Thornton-le-Dale is a lovely village lying at the foot of the North Yorkshire Moors...

Westerdale ford. North Yorkshire Moors.

Westerdale (2 Pictures) in the county of North Yorkshire

(14.1 miles, 22.8 km, direction N of Helmsley)

Nestling in the heart of the North Yorkshire Moors National Park, Westerdale affords the visitor wonderful views over the surrounding dales...

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Nearby attractions..

The ruined Gatehouse as seen from the Castle yard. Helmsley Castle, North Yorkshire

Helmsley Castle (30 Pictures)

(0.1 miles, 0.1 km)

This is a fascinating site where you can explore the 12th century ruins of a once great castle and spectacular earthworks cut.....

Great House Duncombe Park, Helmsley, North Yorkshire

Duncombe Park (2 Pictures)

(1.0 miles, 1.6 km)

This magnificent historic mansion has a rich, colourful history. The house is an impressive Baroque style building overlooking.....

Rievaulx Abbey. North York Moors.

Rievaulx Abbey (116 Pictures)

(2.4 miles, 3.8 km, direction W)

Rievaulx Abbey is situated on 15 acres in the valley of Rye approximately 3 miles from Helmsley in Northern Yorkshire and was.....

Gilling Castle, Gilling East, North Yorkshire

Gilling Castle (1 Pictures)

(4.2 miles, 6.8 km, direction S)

Gilling Castle rises above Gilling East in a fabulous setting between the Hambledon and Howardian Hills. The house is.....

Byland Abbey

Byland Abbey (12 Pictures)

(5.0 miles, 8.0 km, direction SW)

It would be hard to find a more perfect setting for the gracious ruins of centuries old Byland Abbey than this remote valley spot.....

The White Horse at Kilburn. North Yorkshire.

The Kilburn White Horse (5 Pictures)

(6.3 miles, 10.2 km, direction W)


Slingsby Castle, North Yorkshire

Slingsby Castle (1 Pictures)

(7.5 miles, 12.0 km, direction SE)

The remains of a moat still surround the ruinous Slingsby Castle built for Ralph de Hastings in 1338. Indeed, the moat may well.....

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